STAR-BRANCHED SILICONE POLYMERS AS ANTI-MIST ADDITIVES FOR COATING APPLICATIONS

POLYMERES DE SILICONE RAMIFIES EN ETOILE UTILISES COMME ADDITIFS ANTI-BUEE POUR DES REVETEMENTS

English Abstract

A hydrido-silicone resin is incompletely reacted with an olefin under
hydrosilation conditions to produce a partially substituted hydrido-silicone
that is further reacted under hydrosilylation conditions with a vinyl
containing silicone to consume the remaining hydride species to produce a
composition that is useful as an anti-mist agent in the coating of flexible
supports.

French Abstract

L'invention concerne une composition obtenue selon un procédé consistant à faire réagir partiellement une résine d'hydruro-silicone avec une oléfine dans des conditions d'hydrosilylation pour produire une hydruro-silicone partiellement substituée, puis à faire réagir celle-ci avec du vinyle contenant de la silicone dans des conditions d'hydrosilylation pour consommer les espèces d'hydrure restantes et ainsi produire une composition pouvant être utilisée comme un agent anti-buée sur des supports flexibles.

Claims

WHAT IS CLAIMED
Having described the invention, that which is claimed is:
1. A composition comprising the reaction product of:
M a M Vi b D c D Vi d T e T Vi f and ((M' g M j M H k-g D' h D l D H m-h T'iT
n T H o-i)p Q)q,
in the presence of a noble metal hydrosilylation catalyst where the
subscripts a, b, c, d , e, f, g, h, i, j, k, l, m, n, o, p, are zero or
positive and
q is non-zero and positive, for mixtures of compounds the average values
of each of the subscripts will most likely be non-integral, for specific
compounds the subscripts will be integral, with
k+m+o-g-h-I < b + d + f , p ranges from 0.4 to 4.0
where
(b+d+f)/(((k+m+o-g-h-i)p)q) ranges from 4.59 to 0.25 and
M a M Vi b D c D Vi d T e T Vi f wherein the sum of the subscripts a + b
ranges from
2 to 12; c + d ranges from 0 to 1000; e + f ranges from 0 to 10 and R1 is a
monovalent radical selected from the group consisting of halogens,
hydrogen and Cl to C60 monovalent hydrocarbon radicals, polyesters,
nitriles, alkyl halides and polyethers; with
M = R2R3R4SiO 1/2;
M Vi = R Vi R5R6SiO 1/2;
D = R7R8SiO 2/2;
D Vi = R Vi R10SiO 2/2;
T = R11SiO 3/2;
13

T Vi = R Vi SiO 3/2;
M' = (CH2CH2R1)R5R6SiO 1/2;
D' = (CH2CH2R1)R9SiO 2/2; and
T= (CH2CH2R1)SiO 3/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of C1 to C60 monovalent hydrocarbon radicals
and each R Vi independently selected from the group of C2 to C60
monovalent alkenyl hydrocarbon radicals
wherein
((M'g M j M H k-g D' h D l D H m-h T'i T n T H 0-1)p Q)q,
may be obtained as the reaction product of
((M j M H k D l D H m T n T H o)p Q)q, +.alpha. CH2=CHR1
((M' g M j M H k-g D' h D l D H m-h T' i T n T H o-i)p Q)q,
where .alpha.+l .ltoreq. k + m + o and g + h + i < k + m + o
with 1.5 .ltoreq. k + m + o - g - h - i .ltoreq. 100;
and R1 is a monovalent radical selected from the group consisting of
halogens, hydrogen and C1 to C60 monovalent hydrocarbon radicals,
polyesters, nitriles, alkyl halides and polyethers; with
M = R2R3R4SiO 1/2;
M H = HR5R6SiO 1/2;
D = R7R8SiO 2/2;
14

D H = HR9SiO 2/2;
T = R11SiO 3/2;
T H = HSiO 3/2;
Q = SIO 4/2;
M' = (CH2CH2R1)R5R6SiO 1/2;
D' = (CH2CH2R1)R9SiO 2/2; and
T' = (CH2CH2R1)SiO 3/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of C1 to C60 monovalent hydrocarbon radicals.
2. The composition of claim 1 wherein R1 is selected from the group
consisting of C15 to C60 monovalent hydrocarbon radicals, C15 to C60
monovalent polyester radicals, C15 to C60 monovalent nitrile radicals,
C15 to C60 monovalent alkyl halide radicals, C15 to C60 monovalent
polyether radicals and mixtures thereof.
3. The composition of claim 1 wherein R1 is selected from the group
consisting of C30 to C60 monovalent hydrocarbon radicals, C30 to C60
monovalent polyester radicals, C30 to C60 monovalent nitrile radicals,
C30 to C60 monovalent alkyl halide radicals, C30 to C60 monovalent
polyether radicals and mixtures thereof.
4. The composition of claim 1 wherein R1 is selected from the group
consisting of C10 to C40 monovalent hydrocarbon radicals, C10 to C40
monovalent polyester radicals, C10 to C40 monovalent nitrile radicals,
C10 to C40 monovalent alkyl halide radicals, C10 to C40 monovalent
polyether radicals and mixtures thereof.

5. The composition of claim 2 where each R2, R3, R4, R5, R6, R7, R8, R9,
R10, and R11 are methyl.
6. The composition of claim 3 where each R2, R3, R4, R5, R6, R7, R8, R9,
R10, and R11 are methyl.
7. The composition of claim 4 where each R2, R3, R4, R5, R6, R7, R8, R9,
R10, and R11 are methyl.
8. The composition of claim 1 wherein R1 is styryl.
9. The composition of claim 7 where each R2, R3, R4, R5, R6, R7, R8, R9,
R10, and R11 are methyl.
10. The composition of claim 7 where each R2, R3, R4, R5, R6, R7, R8, R9,
R10, and R11 are selected from the group consisting of C30 to C60
monovalent hydrocarbon radicals, C30 to C60 monovalent polyester
radicals, C30 to C60 monovalent nitrile radicals, C30 to C60 monovalent
alkyl halide radicals, C1 to C60 monovalent polyether radicals and
mixtures thereof.
11. A composition to reduce misting during the coating of flexible
supports comprising the reaction product of:
M a M Vi b D c D Vi d T e T Vi f and ((M' g M j M H k-g D' h D l D H m-h T' i
T n T H o-i)p Q)q,
in the presence of a noble metal hydrosilylation catalyst where the
subscripts a, b, c, d, e, f , g, h, i, j, k, l, m, n, o, p, are zero or
positive and
q is non-zero and positive, for mixtures of compounds the average values
of each of the subscripts will most likely be non-integral, for specific
compounds the subscripts will be integral, with
k+m+o-g-h-I<b+d+f ,p ranges from 0.4 to 4.0
16

where
(b+d+f)/(((k+m+o-g-h-i)p)q) ranges from 4.59 to 0.25 and
M a M Vi b D c D Vi d T e T Vi f wherein the sum of the subscripts a + b
ranges from
2 to 12; c + d ranges from 0 to 1000; e + f ranges from 0 to 10 and R1 is a
monovalent radical selected from the group consisting of halogens,
hydrogen and C1 to C60 monovalent hydrocarbon radicals, polyesters,
nitriles, alkyl halides and polyethers; with
M = R2R3R4SiO 1/2;
M Vi = R Vi R5R6SiO 1/2;
D = R7R8SiO 2/2;
D V1= R V1 R10SiO 2/2;
T = R11SiO 3/2;
T Vi = R Vi SiO 3/2;
M' = (CH2CH2R1)R5R6SiO 1/2;
D' = (CH2CH2R1)R9SiO 2/2; and
T= (CH2CH2R1)SiO 3/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of C1 to C60 monovalent hydrocarbon radicals
and each R Vi independently selected from the group of C2 to C60
monovalent alkenyl hydrocarbon radicals
wherein
((M' g M j M H k-g D' h D l D H m-h T' i T n T H o-i)p Q)q,
17

may be obtained as the reaction product of
((M j M H k D l D H m T n T H o)p Q)q, +.alpha. CH2=CHR1 .fwdarw.
((M' g M j M H k-g D' h D l D H m-h T' i T n T H o-i)p Q)q,
where .alpha.+1 .ltoreq.k+m+o and g+h+i .ltoreq. k+m+o
with 1.5 .ltoreq. k+m+o-g-h-i .ltoreq. 100;
and R1 is a monovalent radical selected from the group consisting of
halogens, hydrogen and C1 to C60 monovalent hydrocarbon radicals,
polyesters, nitriles, alkyl halides and polyethers; with
M = R2R3R4SiO 1/2;
M H = HR5R6SiO 1/2;
D = R7R8SiO 2/2;
D H = HR9SiO 2/2;
T = R11SiO 3/2;
T H = HSi0 3/2;
Q = SiO 4/2;
M' = (CH2CH2R1)R5R6SiO 1/2;
D' = (CH2CH2R1)R9SiO 2/2; and
T' = (CH2CH2R1)SiO 3/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of C1 to C60 monovalent hydrocarbon radicals.
18

12. The composition of claim 11 wherein R1 is selected from the group
consisting of C1 to C60 monovalent hydrocarbon radicals, C1 to C60
monovalent polyester radicals, C1 to C60 monovalent nitrile radicals, C1
to C60 monovalent alkyl halide radicals, C1 to C60 monovalent polyether
radicals and mixtures thereof.
13. The composition of claim 11 wherein R1 is selected from the group
consisting of C15 to C60 monovalent hydrocarbon radicals, C15 to C60
monovalent polyester radicals, C15 to C60 monovalent nitrile radicals,
C15 to C60 monovalent alkyl halide radicals, C1 to C60 monovalent
polyether radicals and mixtures thereof.
14. The composition of claim 11 wherein R1 is selected from the group
consisting of C30 to C60 monovalent hydrocarbon radicals, C30 to C60
monovalent polyester radicals, C30 to C60 monovalent nitrile radicals,
C30 to C60 monovalent alkyl halide radicals, C1 to C60 monovalent
polyether radicals and mixtures thereof.
15. The composition of claim 12 where each R2, R3, R4, R5, R6, R7, R8,
R9, R10, and R11 are methyl.
16. The composition of claim 13 where each R2, R3, R4, R5, R6, R7, R8,
R9, R10, and R11 are methyl.
17. The composition of claim 14 where each R2, R3, R4, R5, R6, R7, R8,
R9, R10, and R11 are methyl.
18. The composition of claim 11 wherein R1 is styryl.
19. The composition of claim 17 where each R2, R3, R4, R5, R6, R7, R8,
R9, R10, and R11 are methyl.
19

20. The composition of claim 17 where each R2, R3, R4, R5, R6, R7, R8,
R9, R10, and R11 are selected from the group consisting of C30 to C60
monovalent hydrocarbon radicals, C30 to C60 monovalent polyester
radicals, C30 to C60 monovalent nitrile radicals, C30 to C60 monovalent
alkyl halide radicals, C1 to C60 monovalent polyether radicals and
mixtures thereof.
21. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 1.
22. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 2.
23. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 3.
24. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 4.
25. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 5.
26. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 6.

27. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 7.
28. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 8.
29. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 9.
30. A process to reduce misting in the coating of a flexible substrate
said process comprising preparing a coating composition for coating said
substrate and adding thereto the composition of claim 10.
21

Description

CA 02596738 2007-07-31
WO 2006/062714 PCT/US2005/041582
STAR-BRANCHED SILICONE POLYMERS AS ANTI -MIST ADDITIVES
FOR COATING APPLICATIONS
FIELD OF USE
The present invention relates to coating flexible materials or supports such
as sheets of paper or other polymeric material, either woven or non-
woven, with a silicone composition. The present invention also relates to
the coating of flexible materials or supports with liquid compositions
comprising one or more cross-linkable polyorganosiloxanes wherein such
polyorganosiloxanes are cross-linlcable by an addition reaction, a
condensation reaction, a cationic reaction, or a free-radical reaction. The
present invention also relates to star branched polyorganosiloxanes
(silicone polymers) that reduce misting during the application of the
silicone composition (polyorganosiloxane) to the flexible material or
support. The flexible support may be paper, cardboard, plastic film, metal
film and the like. Some exeinplary applications are paper for foodstuffs,
adhesive labels, adhesive tapes, seals and the like.
BACKGROUND OF THE INVENTION
The coating of flexible supports with liquid silicones is typically carried
out on coating devices that operate continuously at very high speed.
These devices usually comprise coating heads composed of several rolls,
including in particular a pressure roll and a coating roll that are
continuously fed with a silicone composition that may or may not be
cross-linlcable, by means of a series of rolls that are placed next to one
another. A strip of flexible support of the desired material to be coated is
fed at high speed between the pressure roll and the coating roll to be
coated on at least one of its surfaces. When it is intended to cross link the
silicone coating, apparatus to implement a cross linking reaction are
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positioned downstream of the coating head. The apparatus that
implements cross linking may be for example an oven or an emitter of
radiation, e.g. ultraviolet (UV) radiation or an emitter of a beam of
electrons (EB).
High speed coating of flexible supports with silicones has been associated
with problems associated with the transfer of the silicone liquid (or fluid)
from the coating roll to the flexible support which moves forward through
the coating apparatus. One of the particular problems associated with
transfer of the silicone liquid from the coating roll to the flexible support
is
the appearance of a fog, mist or aerosol in the immediate vicinity of the
coating head and particularly close to the points of contact between the
coating roll and the flexible support being coated. Typically, the density
of this fog, mist or aerosol increases with an increase in the forward speed
of the flexible support being coated by the apparatus.
The first effect of this transfer problem is to reduce the amount of silicone
liquid actually transferred to the flexible support. A second effect is for
the droplets comprising the fog, mist or aerosol to condense onto the
newly coated flexible support downstream of the coating rolls creating an
orange peel effect. This orange peel effect, or coating non-uniformity,
creates problems with coverage, the mechanical properties of the coating,
e.g. ruboff, and adhesion resistance.
An additional problem caused by non-uniformity in the coating is related
to industrial hygiene and the safety of people operating the coating
equipment who are working in the vicinity of the coating equipment.
SUMMARY OF THE INVENTION
The present invention provides fpr a composition comprising the reaction
product of:
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MaMvibDcDviaTeTvif and ((M'gMjMHk-g D'hD1DHm-hT'i TnTHo-i)p Q)q,
in the presence of a noble metal hydrosilylation catalyst where the
subscripts a, b, c, d, e, f, g, h, i, j, k, 1, m, n, o, p, are zero or
positive and
q is non-zero and positive, for mixtures of compounds the average values
of each of the subscripts will most likely be non-integral, for specific
compounds the subscripts will be integral, with
k+m+o-g-h-I<b+d+f ,prangesfrom0.4to4.0
where
(b+d+f)/ (((k+m+o-g-h-i)p)q) ranges from 4.59 to 0.25 and
MaMvibDcDviaTeTvif wherein the sum of the subscripts a + b ranges from
2 to 12; c + d ranges from 0 to 1000; e + f ranges from 0 to 10 and R1 is a
monovalent radical selected from the group consisting of halogens,
hydrogen and Cl to C60 monovalent hydrocarbon radicals, polyesters,
nitriles, alkyl halides and polyethers; with
M = R2R3R4SiO1/2;
Mvi = RviR5R6SiO1/2;
D = WR$SiO2/2;
Dvi = RviR1oSiO2/2;
T = R11SiO3/2;
Tv1= Rv1S1O3/2;
M' = (CH2CH2R1)R5R6SiO1/2;
D' = (CH2CH2R1)R9SiO2/2; and
3

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T' = (CH2CH2R1)Si03/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of Cl to C60 monovalent hydrocarbon radicals
and each Rvi independently selected from the group of C2 to C60
monovalent alkenyl hydrocarbon radicals
wherein
((M'gMj1VIHk-g D'hD1DHm-hT'i TnTHo-i)p Q)q,
may be obtained as the reaction product of
((MjMHk DiDHm TnTHo)p Q)q, +a CH2=CHR1 4
(lM'gMjWk-g D'hD1DHm-hT'1 TnTHo-i)p Q)q,
wherea+l<k+m+o andg+h+i< k+m+o
with1.5<k+m+o-g-h-i<100;
and R1 is a monovalent radical selected from the group consisting of
halogens, hydrogen and Cl to C60 monovalent hydrocarbon radicals,
polyesters, nitriles, alkyl halides and polyethers; with
M = R2R3R4SiO1/2;
MH = HR5R6SiO1/2;
D = R7R8SiO2/2;
DH = HR9SiO2/2;
T = R11SiO3/2;
TH = HSiO3/2;
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Q = S104/2;
M' = (CH2CH2R1)R5R6SiO1/2;
D' = (CH2CH2R1)R9SiO2/2; and
T' = (CH2CH2R1)Si03/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of Cl to C60 monovalent hydrocarbon radicals.
The present invention further provides for a process to reduce misting in
the coating of a flexible substrate said process comprising preparing a
coating composition for coating said substrate and adding thereto the
composition(s) of the present invention.
DETAILED DESCRIPTION OF THE INVENTION
The star branched siloxane compounds of the present invention are made
as the reaction product of:
MaMvibDcDvidTeTvif and ((M'gMjMHk-g D'11D1DHm-hT'i TnTHo-i)p Q)q,
in the presence of a noble metal hydrosilylation catalyst where the
subscripts a, b, c, d, e , f, g, h, i, j, k,1, m, n, o, p, are zero or
positive and
q is non-zero and positive, for mixtures of compounds the average values
of each of the subscripts will most likely be non-integral, for specific
compounds the subscripts will be integral, with
k + m + o - g - h - I < b + d + f ,prangesfrom0.4to4.0,preferab1y0.5to
3.0, more preferably 0.5 to 2.5 and most preferably 1.5 to 2.5 and all sub-
ranges there between and q ranges from 1 to 200, preferably 1 to 100, more
preferably 1 to 75 and most preferably 1 to 50 and all sub-ranges there
between where the ratio between the hydride containing precursor and

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the vinyl containing precursor is defined by the following mathematical
relationship between the stoichiometric subscripts of the precursors,
(b+d+f)/(((k+m+o-g-h-i)p)q) ranges from 4.59 to 0.25, preferably from 4.5
to 0.25; more preferably from 4.5 to 0.25 and most preferably from 4.0 to
0.25and all sub-ranges there between and specifically including 3.5 to 0.25;
3.0 to 0.25; 2.5 to 0.25 and 2.0 to 0.25; and where the compound:
((M'gMjMHk-g D'hD1DHm-hT'i TnTHo-i)p Q)q,
may be obtained by the following reaction
((MjM~k D1DHm'TnTHo)p Q)q, +a CH2=CHR1 4
((M'gMjMHk-g D'hD1DHm-hT'i TnTHo-i)p Q)q,
wherea+l<k+m+o andg+h+i< k+m+o.
with1.5<k+m+o-g-h-i<100;
and R1 is a monovalent radical selected from the group consisting of
halogens, hydrogen and Cl to C60 monovalent hydrocarbon radicals,
polyesters, nitriles, alkyl halides and polyethers; with
M = R2R3R4SiO1/2;
MH = HR5R6SiO1/2;
D = R7R8SiO2/2;
DH = HR9SiO2/2;
T = R11SiO3/2;
TH = HSiO3/2;
Q = SiO~/2;
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M' = (CH2CH2R1)R5R6SiO1/2;
D' = (CH2CH2R1)R9SiO2/2; and
T' = (CH2CH2R1)SiO3/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of Cl to C60 monovalent hydrocarbon radicals.
Methods for making MQ resins, such as ((MjMHk D1DHm TnTHo)p Q)q, are
described in US patent 5,817,729, US patent 5,399,614 and US patent
2,676,182 herewith and hereby specifically incorporated by reference.
MaMvibDcDviaTeTvif may be made by hydrolysis and condensation from
the component chlorosilanes, or via condensation followed by
equilibration using either acid or base catalysis. The sum of the subscripts
a+bis2to12;c+disOto1000; e+fisOtolOandR1is amonovalent
radical selected from the group consisting of halogens, hydrogen and Cl
to C60 monovalent hydrocarbon radicals, polyesters, nitriles, alkyl halides
and polyethers; with
M = R2R3R~SiO1/2;
Mvi = RViR5R6SiO1/2;
D = R7R8SiO2/2;
Dvi = RviR1oSiO2/2;
T = R11SiO3/2;
Tv1= Rv1SiO3/2;
M' = (CH2CH2R1)R5R6SiO1/2;
D' = (CH2CH2R1)R9SiO2/2; and
7

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T= (CH2CH2R1)Si03/2
with each R2, R3, R4, R5 , R6, R7, R8, R9, R10, and R11 independently
selected from the group of Cl to C60 monovalent hydrocarbon radicals
and each Rvi independently selected from the group of C2 to C60
monovalent alkenyl hydrocarbon radicals.
The star branched silicone compounds of the present invention are
described as the reaction product of the following two compounds:
MaMvibDcDviaTeTvif and ((M'gMjMHk-g D'nD1DHm-i1T'i TnTHo-i)p Q)q,
because of the multiplicity of hydrosilylation sites available for reaction on
each of the component molecules being reacted and the difficulties of
reducing such a stochastic chemical reaction to an analytic description.
Many types of noble metal catalysts for this hydrosilylation reaction are
known and such catalysts may be used for the reaction in the present
instance. When optical clarity is required the preferred catalysts are
catalysts
that are soluble in the reaction mixture. By noble metal, Applicants define
Ru,
Rh, Pd, Os, Ir, and Pt as noble metals and also include Ni in the definition
because of its known hydrogenation activity. Preferably the catalyst is a
platinum compound and the platinum compound can be selected from those
having the formula (PtC12Olefin) and H(PtC13Olefin) as described in U.S.
patent number 3,159,601, hereby incorporated by reference. The olefin shown
in the previous two formulas can be almost any type of olefin but is
preferably an alkenylene having from 2 to 8 carbon atoms, a cycloalkenylene
have from 5 to 7 carbon atoms or styrene. Specific olefins utilizable in the
above formulas are ethylene, propylene, the various isomers of butylene,
octylene, cyclopentene, cyclohexene, cycloheptene, and the like.
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A further platinum containing material usable iv.1 the compositions of the
present invention is the cyclopropane complex of platinum chloride described
in U.S. patent number 3,159,662 hereby incorporated by reference.
Further the platinum containing material can be a complex formed from
chloroplatinic acid with up to 2 moles per gram of platinum of a member
selected from the class consisting of alcohols, ethers, aldehydes and mixtures
of the above as described in U.S. patent number 3,220,972 hereby incorporated
by reference.
The catalyst preferred for use with liquid injection molding compositions
are described in U. S. Patents numbers 3,715,334; 3,775,452; and 3,814,730
to Karstedt. Additional background concerning the art may be found at J.
L. Spier, "Homogeneous Catalysis of Hydrosilation by Transition Metals,
in Advances in Organometallic Chemistry, volume 17, pages 407 through
447, F.G.A. Stone and R. West editors, published by the Academic Press
(New York, 1979). Persons skilled in the art can easily determine an
effective amount of platinum catalyst. Generally, an effective amount for
hydrosilylation ranges from about 0.1 to 50 parts per million of the total
organopolysiloxane composition and all sub-ranges there between.
EXPERIMENTAL
Example 1
200 grams (0.26 moles) of an ((MH)2Q)4 silicone and 332 grams (1.4 moles)
of C16-18 terminal olefins were mixed with 5 ppm (wt% Pt) platinum
catalyst and heated for four hours at 90 C. A loss of silylhydride indicated
the completion of the reaction. 6039 grams (0.69 moles ) of a vinyl
terminated linear polysiloxane of about 8710 molecular weight was
added and the reaction heated and stirred for four hours at 90 C. Loss of
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silylhydride and increased viscosity indicated the completion of the
reaction.
Table 1 shows examples of the synthesis of the structures of the anti
mist additives based on the path described above. The SiH/SiVinyl is
the ratio of moles of silyl hydrides available for reaction to the moles of
silyl vinyl available for reaction. In the compounds shown, the
SiH/SiVinyl ratio runs from 0.2 to 2.75, but a larger usable range spans
from 0.22 to 4.5.
Table 1: Anti Mist Additive Synthesis
Type Five AMA's: Vinylterminated Polydimethylsiloxanes
Example Olefin Grams gms ((MH)2Q)4 ppm Pt SiH/Vinyl MviD115Mvi ppm Pt
30 C16-18 33.3 20.0 5 0.5 604 5
31 C16-18 5.0 5.0 5 0.25 544 5
32 C16-18 7.0 7.0 5 0.35 544 5
33 C16-18 33.3 20.0 5 0.6 503 5
34 C16-18 7.0 7.0 5 0.5 380 5
35 C16-18 33.3 20.0 5 0.75 403 5
36 C16-18 33.3 20.0 5 0.75 403 5
37 C16-18 41.6 25.0 5 0.9 419 5
38 C16-18 9.0 9.0 5 0.45 544 5
39 C16-18 58.2 35.0 5 1 528 5
40 C16-18 2.2 3.5 5 0.2 594 5
41 C16-18 4.4 7.0 5 0.4 594 5
42 C16-18 3.1 5.0 5 0.3 566 5
Table 2 shows the anti misting behavior of the invention. The
measurements were made during runs on 2.5 mil SC Rhi-Liner 12 paper
using a pilot coater with a line speed of 2000 ft/minute. The paper was
coated with a standard silicone paper release formulation containing -

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2% anti mist additive with a target of 0.6 to 0.9 pounds per ream. The
mist was measured using a DustTrack Aerosol Monitor. The intake
port was positioned in the highest observed misting area thus providing
the highest expected values. The position does not reflect normal
environmental testing nor does it guarantee specific values under all
operating conditions. The measurement is in mg of inist material per
cubic meter of air, the lower values being more desirable as they
represent less misting.
Table 2: Anti Mist Measurements
Type Five AMA's: Organosilyl Terminated Polydimethylsiloxanes
AMA # mg/m3 at 2000 ft/min
control 102.00
30 34.00
31 75.00
32 6.74
33 80.00
34 0.61
35 71.30
36 1.34
37 34.20
38 1.05
39 7.49
40 18.70
41 0.51
42 5.64
The results show the anti misting materials generated for this invention
reduce the amount of generated mist at 2000 ft/min compared to the
control formulation containing no anti mist additive. Quite surprisingly
the mist is often reduced by a factor of greater than ten, often by about
100, and in two cases by better than a factor of almost 200.
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The foregoing examples are merely illustrative of the invention, serving to
illustrate only some of the features of the present invention. The
appended claims are intended to claim the invention as broadly as it has
been conceived and the examples herein presented are illustrative of
selected embodiments from a manifold of all possible embodiments.
Accordingly it is Applicants' intention that the appended claims are not to
be limited by the choice of examples utilized to illustrate features of the
present invention. As used in the claims, the word "comprises" and its
grammatical variants logically also subtend and include phrases of
varying and differing extent such as for example, but not limited thereto,
"consisting essentially of" and "consisting of." Where necessary, ranges
have been supplied, those ranges are inclusive of all sub-ranges there
between. It is to be expected that variations in these ranges will suggest
themselves to a practitioner having ordinary skill in the art and where not
already dedicated to the public, those variations should where possible be
construed to be covered by the appended claims. It is also anticipated that
advances in science and technology will make equivalents and
substitutions possible that are not now contemplated by reason of the
imprecision of language and these variations should also be construed
where possible to be covered by the appended claims. All United States
patents referenced herein are herewith and hereby specifically
incorporated by reference.
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